(-)-(2S)-1,2-Dibenzyl-4-butyl-1,4-diazepane

ID: ALA4090350

PubChem CID: 137644002

Max Phase: Preclinical

Molecular Formula: C23H32N2

Molecular Weight: 336.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCN1CCCN(Cc2ccccc2)[C@@H](Cc2ccccc2)C1

Standard InChI:  InChI=1S/C23H32N2/c1-2-3-15-24-16-10-17-25(19-22-13-8-5-9-14-22)23(20-24)18-21-11-6-4-7-12-21/h4-9,11-14,23H,2-3,10,15-20H2,1H3/t23-/m0/s1

Standard InChI Key:  ZTOFFSNTXCFYOR-QHCPKHFHSA-N

Molfile:  

     RDKit          2D

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    3.9481  -22.0998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6897  -21.7567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4283  -22.1194    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7530  -22.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6049  -22.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2612  -23.5495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0835  -23.5553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4346  -24.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2528  -24.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6599  -25.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4773  -25.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8873  -24.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4697  -23.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6537  -23.5897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9008  -24.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0830  -24.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6817  -23.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647  -23.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4494  -24.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8570  -24.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6726  -24.9784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0710  -21.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8294  -21.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4721  -21.4142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2306  -21.7184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  3  5  1  0
  4  6  1  0
  5  7  1  0
  6  7  1  0
  7  8  1  6
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  6 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
  3 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4090350

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 336.52

Molecular Weight (Monoisotopic): 336.2565

AlogP: 4.61

#Rotatable Bonds: 7

Polar Surface Area: 6.48

Molecular Species: BASE

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 5.22

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -0.90

References

1. Fanter L, Müller C, Schepmann D, Bracher F, Wünsch B..  (2017)  Chiral-pool synthesis of 1,2,4-trisubstituted 1,4-diazepanes as novel σ1 receptor ligands.,  25  (17): [PMID:28764962] [10.1016/j.bmc.2017.07.027]

Source

Source(1):

• Scientific Literature